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ChemicalBook CAS DataBase List 5-BROMO-2-(METHYLTHIO)PYRIMIDINE

5-BROMO-2-(METHYLTHIO)PYRIMIDINE synthesis

6synthesis methods
-

Yield:14001-67-3 75%

Reaction Conditions:

in N,N-dimethyl-formamide at 50; for 3 h;

Steps:

24.1 Step 1: Synthesis of 5-bromo-2-(methylthio)pyrimidine

Step 1:
Synthesis of 5-bromo-2-(methylthio)pyrimidine
To a stirred solution of 5-bromo-2-chloropyrimidine (0.3 g, 1.563 mmol) in DMF (10 mL) was added methyl mercaptan (0.1 mL, 1.563 mmol) at room temperature and heat at 50° C. for 3 h.
Completion of reaction was monitored by TLC.
Reaction mixture was quenched by addition of water, extracted with EtOAc.
Organic portions were combined, dried over Na2SO4, evaporated under reduced pressure to obtain crude which was purified by column chromatography using silica gel (100-200 mesh); eluent 5% ethyl acetate/hexane to obtain pure product 5-bromo-2-(methylthio)pyrimidine (0.240 g, 75%) as white solid.
MS: 205.1[M++1]

References:

US2017/291910,2017,A1 Location in patent:Paragraph 0496-0498

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